142 Chestnut Street, #PH, Boston, MA 02108

$5,999,000 - Beacon Hill

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Reminiscent of a classic Venetian palazzo, 142 Chestnut is the former Mansion of famed Boston architect Henry Forbes Bigelow and is located on one of the most desirable streets on the Flat of Beacon Hill. A stunning, Italian-Renaissance inspired brick courtyard graces the center of the building and is complete with a water fountain and lush, green plantings. The Penthouse Residence is a magnificent 4-bed, 3.5-bath home offering just under 3,000 square feet of living space all on one level with direct elevator access. Refined architectural design throughout the home reflects timeless European elegance with custom features such as coffered wood beam ceilings, oversized windows, expertly crafted oak built-ins, handsome hardwood flooring and ornate wrought-iron light fixtures. A spectacular roof deck offers panoramic views of the Charles River, Beacon Hill and Back Bay skyline. Steps from all Beacon Hill has to offer, this magnificent property includes 1 garage parking space.

— MLSPIN #: 73436818

Map of 142 Chestnut Street, #PH, Boston, MA 02108

142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108 142 Chestnut Street, #PH, Beacon Hill, Boston, MA 02108
List Price:$5,999,000
Status:New
MLS ID:73436818
Town:Boston
Neighborhood:Beacon Hill
County:Suffolk
Zip:02108
Property Type:Residential
Property Sub Type:Condominium
Bedrooms:4
Full Baths:3
Half Baths:1
Living Area:2,876 sqft
Taxes:44,598
Association Fee:$1,409
Cooling:Central Air
Heating:Forced Air
Status:Active
Water Source:Public
Year Built:1915
Association Fee Frequency:Monthly
Directions:On Chestnut Street between Brimmer Street and David G Mugar Way.
Laundry Features:In Unit
Listing Contract Date:2025-09-29
Cooling?:Yes
Fireplace?:Yes
Garage?:Yes
Heating?:Yes
Fireplaces Total:3
Rooms Total:8
Architectural Style:Other (See Remarks)
Association Amenities:Hot Water, Elevator(s)
Association Fee Includes:Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Bathrooms Total Integer:4
Basement:N
Building Area Source:Owner
Building Area Total:2,876
Common Walls:No One Above
Community Features:Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
Exterior Features:Deck - Roof, Patio - Enclosed
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:9
Parcel Number:4759182
Patio And Porch Features:Deck - Roof, Patio - Enclosed
Sewer:Public Sewer
Zoning:0102
Covered Spaces:1
Garage Spaces:1
Stories Total:1
Year Built Source:Public Records
Building Name:Chestnut Place Condominium
Disclosures:Garage parking space at Brimmer Street Garage.
Entry Level:5
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Complex Complete:Yes
Disclosure:No
Dpr Flag:No
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$2,085.88
Management:Professional - Off Site
Page:294
Price Per Sqft:$2,085.88
Square Feet Incl Base:No
Unit Building:PH
Original List Price:$5,999,000
Parking Total:1
Pets Allowed:Yes w/ Restrictions
Room Master Bathroom Features:Yes
Tax Assessed Value:$3,851,300
Tax Year:2025
Year Built Details:Approximate
Waterview Features:River
Waterview Flag:Yes
Outdoor Space Available:Yes - Private

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

MLS Property Information Network, Inc. data last updated on October 01, 2025 04:17 AM

Property Last Updated: September 29, 2025 11:01 AM

Listing Courtesy of: Campion & Company Fine Homes Real Estate
Listing Agent: Tracy Campion